Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

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Chemical Name:Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester
CAS No.:443283-82-7
Molecular Formula:C₂₆H₄₀O₆
Molecular Weight:448.6
Hs Code.:

Synonyms:Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

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Chemical Property of Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

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Technology Process of Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

There total 10 articles about Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 443283-81-6
Acetic acid (1R,4S,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

: 443283-82-7
Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 0 ℃; for 4.5h;
DOI:10.1021/jo016413f

Reference yield:

: 108735-30-4
[3R,4S,4'S]-4-[acyl(4'-isopropyl-2'-oxazolidone)]-2-methylhex-5-en-3-ol

: 443283-82-7
Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: tributylborane; acetic acid / tetrahydrofuran / 1.5 h / 23 °C

1.2: lithium borohydride / tetrahydrofuran / 1 h / 0 °C

1.3: 85 percent / H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 °C / pH 7

2.1: 81 percent / pyridine / 4 h / 23 °C

3.1: 66 percent / lithium aluminum hydride / diethyl ether / -25 °C

4.1: sodium hydride / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 23 °C

4.2: 86 percent / tetrahydrofuran; dimethylsulfoxide / 23 °C

5.1: N-methylmorpholine N-oxide / osmium tetroxide / acetone; tetrahydrofuran; H₂O / 3 h / 23 °C / pH 7.0

6.1: aq. NaIO₄ / tetrahydrofuran; H₂O / 23 °C / pH 7.0

7.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

7.2: 63 percent / tetrahydrofuran / 0.03 h / -78 °C

8.1: 90 percent / 4-pyrrolidinopyridine / CH₂Cl₂ / 2.5 h / 23 °C

9.1: hydrofluoric acid / acetonitrile / 4.5 h / 0 °C

With pyridine; sodium periodate; lithium aluminium tetrahydride; tributyl borane; hydrogen fluoride; sodium hydride; 4-pyrrolidin-1-ylpyridine; acetic acid; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1021/jo016413f

Reference yield:

: 110508-41-3
(3R,4S)-2,4-dimethylhex-5-en-3-ol

: 443283-82-7
Acetic acid (1R,4S,5R,6R)-5-hydroxy-1-[(1S,2R)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-4,6-dimethyl-3-oxo-oct-7-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 23 °C

1.2: 86 percent / tetrahydrofuran; dimethylsulfoxide / 23 °C

2.1: N-methylmorpholine N-oxide / osmium tetroxide / acetone; tetrahydrofuran; H₂O / 3 h / 23 °C / pH 7.0

3.1: aq. NaIO₄ / tetrahydrofuran; H₂O / 23 °C / pH 7.0

4.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

4.2: 63 percent / tetrahydrofuran / 0.03 h / -78 °C

5.1: 90 percent / 4-pyrrolidinopyridine / CH₂Cl₂ / 2.5 h / 23 °C

6.1: hydrofluoric acid / acetonitrile / 4.5 h / 0 °C

With sodium periodate; hydrogen fluoride; sodium hydride; 4-pyrrolidin-1-ylpyridine; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1021/jo016413f